CBSE Class 12 · 2002 · All India Compartment · Compounds Containing NitrogenShort Answer

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Give reasons for the following: sulphanilic acid is insoluble in water but is soluble in both aqueous bases and aqueous mineral acids taken separately.

Solution

As the internal salt the molecule binds itself in a high-melting ionic lattice that plain water cannot break.
In aqueous base: the –NH loses its proton → the soluble anion HN–CH–SO.
In aqueous acid: the –SO is protonated → the soluble cation HN–CH–SOH.

CBSE Class 12 Board · 2002 · All India Compartment · Subjective

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